Trifluoroacetic acid → 5-[6-Morpholin-4-yl-8-piperazin-1-yl-9-(2,2,2-trifluoroethyl)-9H-purin-2-yl]pyrimidin-2-amine trifluoroacetate

HRID 421377

Reaction equation

HRID 421377 reaction equation
[N:1]1([C:7]2[N:15]=[C:14]([C:16]3[CH:17]=[N:18][C:19]([NH:22]C(=O)OC(C)(C)C)=[N:20][CH:21]=3)[N:13]=[C:12]3[C:8]=2[N:9]=[C:10]([N:35]2[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]2)[N:11]3[CH2:30][C:31]([F:34])([F:33])[F:32])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[F:41][C:42]([F:47])([F:46])[C:43]([OH:45])=[O:44]>C(Cl)Cl>[F:41][C:42]([F:47])([F:46])[C:43]([OH:45])=[O:44].[N:1]1([C:7]2[N:15]=[C:14]([C:16]3[CH:17]=[N:18][C:19]([NH2:22])=[N:20][CH:21]=3)[N:13]=[C:12]3[C:8]=2[N:9]=[C:10]([N:35]2[CH2:36][CH2:37][NH:38][CH2:39][CH2:40]2)[N:11]3[CH2:30][C:31]([F:32])([F:34])[F:33])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59333500tert-Butyl{5-[6-morpholin-4-yl-8-piperazin-1-yl-9-(2,2,2-trifluoroethyl)-9H-purin-2-yl]pyrimidin-2-yl}carbamate

Product 1

HCID 866419965-[6-Morpholin-4-yl-8-piperazin-1-yl-9-(2,2,2-trifluoroethyl)-9H-purin-2-yl]pyrimidin-2-amine trifluoroacetateYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl {5-[6-morpholin-4-yl-8-piperazin-1-yl-9-(2,2,2-trifluoroethyl)-9H-purin-2-yl]pyrimidin-2-yl}carbamate (1.18 g, 2.09 mmol) was dissolved in methylene chloride (10 ml) followed by the addition of trifluoroacetic acid (10 ml) with ice cooling and the resulting mixture was stirred at room temperature for 2 hours. The solvent was evaporated under reduced pressure followed by the addition of toluene and evaporated again under reduced pressure to give the title compound (1.5 g, 100%) as a yellow solid.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. additionfollowed by the addition of toluene
  3. customevaporated again under reduced pressure

Sources & evidence

ORD record
ord-e5def6fe16124d7885a8da89e40722da
Source dataset
uspto-grants-2012_01
Patent number
US08097622B2

Linked notes

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